Methyl Menthol Derivative for Persistent Cooling Without Bitterness
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Solution Overview
Problem
Conventional cooling agents, such as 1-menthol, provide a cool feeling effect but lack persistence and often come with unfavorable stimulation like bitterness, and do not enhance the top note and lingering scent in flavor and fragrance compositions.
Innovation Solution
A novel methyl menthol derivative, specifically 5,5-dimethyl-2-isopropylcyclohexane or 5,5-dimethyl-2-isopropenylcyclohexane, is developed, which offers a strong and persistent cool feeling effect, reduces the irritating smell of 1-menthol, and enhances the top note and lingering scent in flavor and fragrance compositions.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Temperature
If 1-menthol is used as a cooling agent, then a cool feeling effect is achieved, but the cool feeling effect lacks persistence and bitterness accompanies when the using amount is increased
Solution Approach 1:
The patent modifies the molecular structure of menthol by changing the substituent at the 3-position from hydrogen to various functional groups (carboxylic acid, ester, amide, urea, carbamate, or hydroxyl). This structural parameter change transforms the compound from 1-menthol to 3-substituted-menthol derivatives, which fundamentally alters the sensory characteristics to provide persistent coolness without bitterness.
Solution Approach 2:
The patent creates composite cooling agents by combining the menthol core structure with various functional groups at the 3-position. Each substituent type (carboxylic acid, ester, amide, etc.) creates a composite molecular structure that leverages the coolness of menthol while adding persistence through the specific chemical properties of the substituent group.
2Temperature
If the using amount of 1-menthol is increased, then the cool feeling effect is enhanced, but bitterness accompanies
Solution Approach 1:
By changing the chemical substituent at the 3-position of the menthol molecule, the patent fundamentally alters the taste profile. The new substituents (carboxylic acid, ester, amide, urea, carbamate, or hydroxyl groups) modify the interaction with taste receptors, enabling enhanced coolness without the bitterness that occurs with increased 1-menthol concentrations.
3Temperature
If conventional cooling agents are used, then a cool feeling effect is provided, but the sensory stimulating effect is insufficient
Solution Approach 1:
The patent modifies the molecular structure by introducing various functional groups at the 3-position, which changes the compound's interaction with sensory receptors. This structural parameter change enhances the sensory stimulating effect by improving receptor binding affinity and triggering stronger neural responses while maintaining the cool feeling effect.
Data Source
AI summary
The purpose of the present invention is to provide a cooling agent composition containing a novel methyl menthol derivative having no undesirable feeling of stimulation, malodor, bitterness, or the like, it being possible to use the cooling agent composition as a cooling agent or sensory stimulation agent having exceptional persistence of a sense of coolness and refreshing feeling. The present invention pertains to a cooling agent composition containing a methyl menthol derivative represented by general formula (1A) or general formula (1B).